Homes for Sale in Winter Garden

Whether you’re looking to move-up or downsize, Winter Garden has the perfect living space for you. Winter Garden’s active downtown, with an award-winning farmer’s market, bike trail, and brewery, has been a favorite of locals for years. Buyer’s can choose homes located next to the 22-mile West Orange trail, countless restaurants in the historic downtown or in new communities of the surrounding suburbs.

As Winter Garden’s top Buyer’s Agent, the Erica Diaz Team has the experience to find what you’re looking for; find your Winter Garden Home using the filter below, or explore what else Winter Garden has to offer.

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$680,000

16417 PARABLE WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
23Picture(s)
2,494Sqft
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. FENCE HAS BEEN INSTALLED IN THE BACKYARD* Brand new property in the desirable area of Winter Garden. This property features 4 bedrooms, 3 bathrooms and a specious backyard fully fenced in. The community offers great amenities such as pool, gym and a club house.

$550,000

11343 GREAT ROCK STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
35Picture(s)
1,717Sqft
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Property is rented for the full year, perfect for investors!! Enjoy living in this beautiful two-story home that includes an amazing pond view, four bedrooms, and three bathrooms. The kitchen and island overlook the large combination of family and dining room.

$695,000

17970 HITHER HILLS CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
61Picture(s)
2,787Sqft
Brand new one-story home located in the Apopka Sound subdivision. A stunning 4-bedroom, 3.5-bathroom masterpiece. Boasting a spacious 2,787 sq ft, this corner lot residence offers the perfect blend of elegance and comfort. As you step inside, you'll be greeted by an abundance of natural light that fills the home, highlighting the pristine details throughout.

$549,900

1132 BRANDY LAKE VIEW CIRCLE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
34Picture(s)
1,843Sqft
Location, location, location! This beautiful three bedroom, two bath home in a gated community is a short distance from the West Orange Bike Trail, quaint and picturesque downtown Winter Garden, and A+ rated schools. You will love having a wide variety of restaurants, shops and outdoor recreation all within a short distance.

$489,000

9654 EMERALD BERRY DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
51Picture(s)
1,503Sqft
Come discover your new home in this stunning townhouse in Emerald Berry, Winter Garden! This two-story townhouse, with 1503 sqft of heated space, offers the perfect balance of comfort and elegance. The carpet and ceramic floor that looks like wood, gives this space an unparalleled charm, making it beautiful, modern, and cozy.

$449,900

16449 PRAIRIE SCHOOL DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
49Picture(s)
1,624Sqft
Step into luxury living with this meticulously maintained 3-bedroom, 2.5-bathroom townhome nestled in the coveted Hawksmoor Community of Winter Garden. Built by Mattamy Homes, this Arcadia model boasts an array of premium upgrades that will exceed your expectations. From the moment you enter, the grandeur of high ceilings and expansive living spaces will captivate you.

$695,000

5615 CYPRESS HILL ROAD
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
62Picture(s)
2,635Sqft
A beautiful home in a well-known neighborhood of Orchard Hills of Winter Garden. The community is well known for family community events and resort style pool. The community is rated for Windermere A rated schools and is a bike or a quick walk to Bridgewater Middle School, also A rated school.

$645,060

16219 SILVER BROOK WAY
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
1Picture(s)
2,080Sqft
Under Construction. Brand new, energy-efficient home available by Oct 2024! This home’s family room is open to a functional kitchen that features a casual dining area. Flex room makes an excellent office or hobby space. The primary suite offers a corner soaking tub, separate shower, and dual vanities. Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle.

$795,000

730 TRANQUIL TRAIL
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
56Picture(s)
4,016Sqft
Welcome to the sought-after community of Black Lake Park in Winter Garden! This stunning home offers a perfect blend of comfort, convenience, and luxury living. Situated in a gated community with fantastic amenities including a community pool, soccer fields, basketball/tennis courts, a dock, and a community boat ramp, this property is sure to impress.

$575,000

14203 LAKEVIEW PARK ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
50Picture(s)
2,110Sqft
Dreams do come true! Check your wish list and then check out this home located in the sought after Horizons West community of Lakeview Pointe! This 4 bedroom 3 full bath includes a full bed and bath on the first floor.

$705,000

15375 SANDFIELD LOOP
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
25Picture(s)
2,782Sqft
Welcome to the Reserve at Carriage Pointe in sought after Winter Garden and this beautiful 4-bedroom, 3-full bath home featuring flexible formal and family spaces, LUXURY VINYL PLANK WOOD FLOORS, open concept kitchen and family room and a FENCED BACKYARD ready and waiting for you to make yourself at home! Along with the new LVP floors in 2019, 5” baseboards were also installed to compliment

$1,200,000

16774 SANCTUARY DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
63Picture(s)
3,006Sqft
Breathtaking home located in the Sanctuary at Twin Waters Community in Winter Garden! This four-bedroom, plus office lakefront pool home has it all! Approaching the home, you will appreciate the wide paver driveway, beautiful landscaping and spacious front porch.

$560,000

15246 CHAPTER WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
17Picture(s)
2,042Sqft
Welcome to your dream home in Winter Garden! This stunning single-family residence features 4 bedrooms, 3 bathrooms, and a wealth of luxurious amenities. Step inside to discover an inviting interior with spacious living areas, perfect for family gatherings and entertaining guests.

$462,900

14018 SCARLET ASTER ALLEY
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
24Picture(s)
1,785Sqft
Under Construction. Luxurious new townhome by RockWell Homes features covered front patio, covered backyard porch, two primary bedroom suites with full bathrooms, formal dining area or home office, powder bath, two car garage and elegant exterior design.

$319,900

13374 DANIELS LANDING CIRCLE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
32Picture(s)
1,236Sqft
Welcome to Winter Garden ~ GATED Daniel's Landing Community! Charm meets chic with cuteness overload in this lovely 2 bedroom 2 1/2 bath townhome with a highly desirable and convenient location. This home is sure to please with the abundant open main living area and dining room combination, neutral color schemes with tasteful accent niches, and all tile throughout the downstairs.

$399,990

1277 PRIORY CIRCLE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,822Sqft
One or more photo(s) has been virtually staged. This remarkable townhouse view to the golf course. It has Tile Floors, Crown Molding, 3 Bed-2 and a half bathroom, End Unit, and PATIO covered with Tile for entertainment! Located in Westbrook near the GOLF COURSE of STONEYBROOK. When you enter the house, you feel tranquility that invited.

$474,190

16212 CASTELO LIME ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
22Picture(s)
1,644Sqft
One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. HARBOR Townhome is an end unit offering 3 Bedrooms, 2.5 Baths with a large open first floor.

$477,190

16242 CASTELO LIME ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
22Picture(s)
1,644Sqft
One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. HARBOR Townhome is an end unit offering 3 Bedrooms, 2.5 Baths with a large open first floor.

$470,790

16215 CASTELO LIME ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,729Sqft
One or more photo(s) has been virtually staged. Under Construction. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. SAGE Townhome offers 3 Bedrooms, 2.5 Baths, and 2 Car Garage. Ready JULY 2024.

$470,790

16236 CASTELO LIME ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,729Sqft
One or more photo(s) has been virtually staged. Under Construction. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. SAGE Townhome offers 3 Bedrooms, 2.5 Baths, and 2 Car Garage. Ready JULY2024.

$577,692

13145 CALMING BREEZE WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
3Picture(s)
1,836Sqft
Under Construction. Sample Image! The Brantley A model will be ready SEPT 2024 located on lot 54. (Pre-Design Center Pricing) Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation.

$448,356

13209 PEACEFUL MELODY WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,715Sqft
One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. The PORTER Townhome on lot 111 Ready DEC 2024 offers 3 Bedrooms, Flex/Office space on the 1st floor and 3 Baths.

$577,473

13115 CALMING BREEZE WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
3Picture(s)
2,078Sqft
Under Construction. SAMPLE IMAGES The Cooper A model located on lot 59 will be complete Fall 2024. (Pre-Design Center Pricing) Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation.

$593,286

13127 CALMING BREEZE WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
3Picture(s)
2,078Sqft
Under Construction. Sample Image The Cooper A model located on lot 57 will be complete Fall 2024. (Pre-Design Center Pricing) Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation.
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Erica Diaz - Winter Garden Realtor

Who’s Your Winter Garden Buyer’s Agent?

Every home shopper should have a Buyer’s Agent – it’s free to the buyer. Agents at the Erica Diaz Team know Winter Garden best! They know how to help you negotiate a better deal, and close faster than the average Winter Garden Realtor. Ask us about the local neighborhoods, we’ll know where to find the best homes for your goals in each price range.